Document Detail


New phototriggers: extending the p-hydroxyphenacyl pi-pi absorption range.
MedLine Citation:
PMID:  10841475     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
[equation--see text] Introducing 3-methoxy or 3,5-dimethoxy substituents on the 4-hydroxyphenacyl (pHP) photoremovable protecting group has been explored with two excitatory gamma-amino acids, L-glutamic acid and gamma-amino butyric acid (GABA). These substituents significantly extend the absorption range of the pHP chromophore, e.g., the tail of absorption bands of 2a,b extend above 400 nm, well beyond the absorptions of aromatic amino acids and nucleotides. Irradiation releases the amino acids with rate constants of approximately 10(7) s(-)(1) and appearance efficiencies (Phi(app)) of 0.03-0.04. The photoproducts are formed through the pHP excited triplet and are primarily products of photoreduction and photohydrolysis. 1a,b also rearranged to the phenylacetic acid 3.
Authors:
P G Conrad; R S Givens; J F Weber; K Kandler
Related Documents :
35725 - Linoleic acid absorption in the unanesthetized rat: mechanism of transport and influenc...
12711165 - In situ absorption and protein binding characteristics of cdri-85/92, an antiulcer phar...
6033585 - Kinetic relations of the na-amino acid interaction at the mucosal border of intestine.
8468685 - Barrier function of human skin and human reconstructed epidermis.
20352785 - Biodegradable poly(l-lactic acid)-lavender nanocapsules: synthesis, controlled release,...
20011765 - Phosphoric acid/sodium hypochlorite mixture as dentin conditioner: a new approach.
Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't; Research Support, U.S. Gov't, Non-P.H.S.    
Journal Detail:
Title:  Organic letters     Volume:  2     ISSN:  1523-7060     ISO Abbreviation:  Org. Lett.     Publication Date:  2000 Jun 
Date Detail:
Created Date:  2000-07-07     Completed Date:  2000-07-07     Revised Date:  2006-11-15    
Medline Journal Info:
Nlm Unique ID:  100890393     Medline TA:  Org Lett     Country:  UNITED STATES    
Other Details:
Languages:  eng     Pagination:  1545-7     Citation Subset:  IM    
Affiliation:
Department of Chemistry, University of Kansas, Lawrence 66045, USA.
Export Citation:
APA/MLA Format     Download EndNote     Download BibTex
MeSH Terms
Descriptor/Qualifier:
Acetophenones / chemistry,  radiation effects
Animals
Bicuculline / pharmacology
Electric Conductivity
Electrons
Glutamic Acid / chemistry,  pharmacology,  radiation effects
Hippocampus / cytology
Ion Channels / drug effects
Light
Luminescent Measurements
Neurons / drug effects,  physiology,  radiation effects
Photolysis*
Rats
gamma-Aminobutyric Acid / chemistry,  pharmacology,  radiation effects
Chemical
Reg. No./Substance:
0/Acetophenones; 0/Ion Channels; 485-49-4/Bicuculline; 56-12-2/gamma-Aminobutyric Acid; 56-86-0/Glutamic Acid

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


Previous Document:  Solvolytic enolization of scytalone.
Next Document:  Modular construction of dendritic carbosilanes. Organization Of dendrimer connectivity around bifunc...